JPH03109456A - Acrylic rubber composition - Google Patents

Abstract

PURPOSE:To obtain an acrylic rubber composition having balanced storage stability, scorch stability, quick vulcanizability and compression set resistance by adding specific vulcanizing agent and vulcanization assistant to a vulcanizable acrylic rubber containing active chlorine group. CONSTITUTION:The objective composition is produced by compounding (A) a vulcanizable acrylic rubber produced from a monomer containing active chlo rine group (preferably chloromethylstyrene, etc.) and an acrylic acid ester by seed polymerization process, containing 0.1-0.5wt.% (preferably 0.2-0.4wt.%) of active chlorine group and having a Mooney viscosity of preferably 20-60, (B) trithiocyanuric acid, (C) a dithiocarbamic acid metal salt, (D) an imide derivative of a dibasic organic carboxylic acid and/or an amide derivative of a monobasic organic sulfonic acid as a vulcanization assistant and (E) an organosilane compound (preferably gamma-aminopropyltriethoxysilane).

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an active chlorine group-containing acrylic rubber vulcanizable composition. More specifically, the vulcanizability of acrylic rubber containing active chlorine groups provides a vulcanizate that has excellent storage stability and processing stability, is capable of rapid vulcanization, and has outstanding compression set resistance. Regarding the composition.

[Prior Art] Conventionally, acrylic rubber vulcanizable compositions include glycidyl group/polyamine, diamine carbamate, organic carboxylic acid ammonium salt, dithiocarbamate metal salt, etc. as the vulcanization type of crosslinking site/vulcanization system. Compound systems of chlorine groups/organic carboxylic acid alkali metal salts, diaminecarbamic acid, trithiocyanuric acid, dithiocyanuric acid derivatives, carboxyl groups/aniline derivatives, diaminecarbamic acids, and the above-mentioned crosslinking sites are known. It is being

However, known vulcanizable acrylic rubber compositions of this type have poor scorch stability, vulcanization rate, heat resistance, and In terms of balance with thermal stability represented by compression set property, there is a drawback that a sufficient balance is not achieved for practical purposes.

That is, for example, Japanese Patent Publication No. 49-13215 discloses a vulcanization system using trithiocyanuric acid and dithiocarbamic acid derivatives for acrylic elastomers having active halogen atoms or epoxy groups; Acrylic elastomers containing epoxy groups have a fast vulcanization rate and provide a vulcanizate with excellent compression set resistance, but are unstable against scorch, while epoxy group-containing acrylic elastomers have good scorch stability. However, the vulcanization rate and compression set resistance of the vulcanizate are not satisfactory.

Similarly, in Japanese Patent Publication No. 50-15815, an acrylic elastomer having an active halogen atom, an epoxy group, or an unsaturated bond is prepared in the presence of a triazine compound, in some cases with an aromatic or aliphatic monobasic acid or a polybasic acid. A system in which vulcanization is carried out using a basic acid as a vulcanization aid has been disclosed, but although the objective of rapid vulcanization is achieved in this case, it cannot be said that the scorch stability is practically sufficient.

[Problems to be Solved by the Invention] As stated above, the problems to be solved by the present invention are to achieve a well-balanced property among storage stability, scorch stability, rapid vulcanization, and compression set resistance. It is based on acrylic rubber vulcanizable compositions.

[Means for Solving the Problems] In order to solve the above-mentioned problems, the present inventors have conducted intensive studies on various acrylic elastomers and vulcanization systems. For vulcanizable acrylic rubber containing chlorine groups, trithiocyanuric acid and dithiocarbamic acid metal salts are used as vulcanizing agents, and imide derivatives of divalent organic carboxylic acids and/or amide derivatives of monovalent organic sulfonic acids are used. , and an organosilane compound as a vulcanization aid, it has excellent storage stability and processing stability against early vulcanization, as well as excellent heat aging resistance and compression set resistance. The inventors discovered that the vulcanizate can be changed to a vulcanized product, and completed the present invention.

That is, in the present invention, (A) the active chlorine group obtained by the sheet polymerization method is reduced to 0.
Vulcanizable acrylic rubber containing 1 to 0.5% (wt%, same hereinafter), (B) trithiocyanuric acid, (C) dithiocarbamate metal salt, (D) imide derivative of divalent organic carboxylic acid, and The present invention relates to an acrylic rubber composition containing (or) an amide derivative of a monovalent organic sulfonic acid and (E) an organosilane compound.

[Example] The vulcanizable acrylic rubber used in the present invention is produced by a sheet polymerization method using an active chlorine foundation from a monomer and an acrylic ester, and the crosslinking points (active chlorine groups) are uniformly distributed within the molecule. It is a distributed elastomer.

The storage ratio of active chlorine groups in vulcanizable acrylic rubber is 0.1
~0.5%, preferably 0.2-0.4%. If the proportion is less than 0.1%, sufficient crosslinking density cannot be achieved, resulting in a vulcanizate with poor compression set resistance, and
．． If it exceeds 5%, active chlorine groups will remain in the elastomer even after normal vulcanization, which will adversely affect the heat resistance and compression set resistance of the vulcanizate.

The term "active chlorine group" as used herein refers to a chlorine group in which one or more groups of the compound are substituted with chlorine, and which can be easily thermally dissociated in the presence of a chlorine acceptor.

The vulcanizable acrylic rubber has a Mooney viscosity (ML1+4(
100°C) is preferably 20 to 60. If the Mooney viscosity is less than 20, the rubber compound becomes sticky and tends to impair cross-crossing workability.If it exceeds 60, the compound has a high Mooney viscosity and lacks fluidity, making it difficult to mold. It tends to impair workability.

The active chlorine group-containing monomer constituting the vulcanizable acrylic rubber is for introducing active chlorine groups, which serve as crosslinking points, into the acrylic rubber. If so, it is not particularly limited.

Specific examples of the active chlorine group-containing monomer include allyl chloride, 2-chloroethyl vinyl ether,
Examples include 2-chloroethyl acrylate, monochlorovinyl acetate, chloromethylstyrene, and among these, monochlorovinyl acetate and chloromethylstyrene are preferred from the viewpoint of rapid crosslinking reactivity. These may be used alone or in combination of two or more.

The acrylic acid ester is not particularly limited, but specific examples thereof include acrylates having an alkyl group having 1 to 8 carbon atoms, such as methyl acrylate, ethyl acrylate, n-butyl acrylate, and 2-ethylhexyl acrylate, and methoxymethyl. Examples include alkoxyalkyl acrylates having an alkoxy group having 1 to 4 carbon atoms and an alkylene group, such as acrylate, methoxyethyl acrylate, ethoxyethyl acrylate, and butoxyethyl acrylate. These may be used alone or in combination of two or more.

Note that a portion of the acrylic ester, for example, 5% or less, may be replaced with acrylonitrile, vinyl acetate, methacrylic ester, or the like. If the proportion of acrylonitrile or the like exceeds 5%, the glass transition point of the elastomer increases, which tends to impair rubber elasticity and hinder mixing and dispersion of compounding ingredients.

During sheet polymerization, the ratio of the active chlorine group-containing monomer to the acrylic ester (including acrylonitrile and the like used if necessary) is usually 0.3 to 5.
0 parts (parts by weight, the same applies hereinafter), preferably 0.5 to 1.5
acrylic acid ester to 95 to 99.7 parts, preferably 98.5 to 99.5 parts. If the proportion of the active chlorine group-containing monomer is less than 0.3 parts, it will not be possible to provide the vulcanizate with a crosslinking density that provides good compression set resistance;
If it exceeds 0 parts, heat resistance and compression set resistance will be adversely affected after vulcanization due to the presence of excessive active chlorine groups.

Emulsion polymerization, suspension polymerization, solution polymerization, etc. are known as polymerization methods for acrylic esters, but the vulcanizable acrylic rubber used in the present invention uses active chlorine group-containing monomers that serve as crosslinking points, as described above. In order to uniformly distribute the monomer in the molecule, it is necessary to manufacture the compound using a sheet polymerization method, that is, an emulsion polymerization formulation using a continuous addition method of monomers by initiation of sheet polymerization.

A redox initiator is used in the sheet polymerization. The redox initiator system includes oxidizing agents such as persulfates such as ammonium persulfate and potassium persulfate, hydrogen peroxide, hydroperoxides such as cumene hydroperoxide, diisopropylbenzene hydroperoxide, and paramenthane hydroperoxide. , divalent iron salts such as ferrous sulfate as reducing agents,
Examples of secondary reducing agents include systems using sodium bisulfite, sodium formaldehyde sulfoxylate, ascorbic acid, its sodium salt, and the like.

Among these, an initiator system of cumene hydroperoxide/ferrous sulfate/sodium formaldehyde sulfoxylate is preferred from the viewpoint of polymerization reactivity in a low temperature range.

The reaction temperature in the polymerization reaction is 0 to 30°C, from the viewpoint of controlling the degree of polymerization (Mooney viscosity) of the vulcanizable acrylic rubber.
Further, the temperature is preferably 0 to 10°C, and the monomer continuous addition time is 90 to 360 minutes, more preferably 240 to 300 minutes, from the viewpoint of uniforming the intramolecular distribution of the chlorine group-containing monomer.
Preferably it is for minutes.

One type of vulcanizable acrylic rubber may be used, or two or more types may be used in combination.

In the composition of the present invention, trithiocyanuric acid is used as a vulcanizing agent together with a dithiocarbamate metal salt described below.

Trithiocyanuric acid has the formula: This is a compound represented by

Compounds in which part of the mercapto group (-811) of trithiocyanuric acid is substituted with a secondary or tertiary amine, and compounds in which the hydrogen of the mercapto group is substituted with a chain hydrocarbon or cyclic hydrocarbon can also be used for vulcanization of acrylic rubber. Although it is known as a trithiocyanuric acid, trithiocyanuric acid is used in the present invention from the viewpoint of rapid vulcanization and crosslinking density of the vulcanizate.

The blending ratio of trithiocyanuric acid is 0.1 to 2.0 parts, more preferably 0.1 to 2.0 parts, per 100 parts of vulcanizable acrylic rubber.
The amount is preferably 5 to 1.0 parts. If the proportion is less than 0.1 part, sufficient crosslinking density cannot be achieved, resulting in a vulcanizate with low physical strength. They tend to bleed and contaminate the mold, impairing processability.

The dithiocarbamate metal salt has two hydrocarbon residues, and the hydrocarbon residues include not only those commonly called alkyl groups such as methyl group, ethyl group, and butyl group, but also phenyl group, benzyl group,
Also included are pentamethylene groups.

Specific examples of such dithiocarbamic acid metal salts include dimethyldithiocarbamic acid, diethyldithiocarbamic acid, dibutyldithiocarbamic acid, N-ethyl-N-phenyldithiocarbamic acid, dibenzyldithiocarbamic acid, N-pentamethylenedithiocarbamic acid, and the like. Examples include zinc salts, ferric salts, and copper salts.

Among these, zinc salts or ferric salts of diethyldithiocarbamic acid and dibutyldithiocarbamic acid are preferred from the viewpoint of crosslinking reaction activation effect. One type of dithiocarbamate metal salt may be used, or two or more types may be used in combination.

The mixing ratio of the dithiocarbamate metal salt is preferably 0.5 to 5.0 parts, more preferably 1.0 to 3.0 parts, based on 100 parts of the vulcanizable acrylic rubber. The ratio is 0.
If it is less than 5 parts, it tends not to activate the crosslinking reaction, and if it exceeds 5.0 parts, it tends to spoil the appearance of the vulcanizate due to bloom.

In the composition of the present invention, an imide derivative of a divalent organic carboxylic acid or an amide derivative of a monovalent organic sulfonic acid (hereinafter also referred to as an imide or amide derivative) is used as a vulcanization aid.

The imide or amide derivatives include imide derivatives of divalent organic carboxylic acids such as phthalic acid, maleic acid, and itaconic acid, and monovalent organic sulfonic acids such as benzyl-2-sulfonic acid and benzothiazyl-2-sulfonic acid. It is an amide derivative of

Specific examples of such derivatives include N-(cyclohexylthio)phthalimide, morpholinothiophthalimide, N-isopropylthio-N-cyclohexyl-benzothiazyl-2-sulfonamide, N-cyclohexyl-N- Examples include trichloromethylthio-benzyl-2-sulfonamide. Among these, N-isopropylthio-
N-cyclohexyl-benzothiazyl-2-sulfonamide and N-cyclohexyl-N-)lichloromethylthiobenzyl-2-sulfonamide are preferred. One type of imide or amide derivative may be used, or two or more types may be used in combination.

The blending ratio of the imide or amide derivative is preferably 0.05 to 1.5 parts, more preferably 0.1 to 0.5 parts, based on 100 parts of the vulcanizable acrylic rubber. If the proportion is less than 0.05 part, there is a tendency that sufficient early vulcanization suppressing effect cannot be achieved, and if it exceeds 1.5 parts, sufficient crosslinking density cannot be achieved, and a vulcanizate with poor compression set resistance tends to be obtained. There is.

In the composition of the present invention, an organosilane compound is used as a vulcanization aid together with the above derivative.

Specific examples of organosilane compounds include β-
(3,4-epoxycyclohexyl)ethyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-
Aminopropyltriethoxysilane, N-phenyl-γ
-aminopropyltrimethoxysilane and the like.

Among these, γ
-aminopropyltriethoxysilane is preferred. One type of organosilane compound may be used, or two or more types may be used in combination.

The blending ratio of the organosilane compound is 0.05 to 1.5 parts, or even 0.05 to 1.5 parts to 100 parts of the vulcanizable acrylic rubber.
．． Preferably, it is 1 to 0.5 part. The ratio is 0.05
If the amount is less than 1.5 parts, the crosslinking reaction activation effect tends to be unsatisfactory, and if it exceeds 1.5 parts, stability against early vulcanization tends to be impaired.

In addition to the above-mentioned components, the acrylic rubber composition of the present invention includes:
Components such as reinforcing agents, fillers, plasticizers, stabilizers, processing aids, etc. commonly used in such vulcanization systems as well as in the rubber industry can be added.

The blending ratio of the vulcanizable acrylic rubber is preferably 40 to 85%, more preferably 50 to 75%, in the composition containing reinforcing agents and the like. If the ratio is less than 40%, the rubber elasticity of the vulcanizate tends to be impaired, and if it exceeds 85%, it is practically
There is a tendency that a vulcanizate with sufficient physical strength cannot be replaced.

There are no particular limitations on the method for preparing the acrylic rubber composition of the present invention, and it can be prepared by adding the above-mentioned components and mixing with a common mixer such as a panbali roll.

The acrylic rubber composition of the present invention obtained in this manner is vulcanized so quickly that post-vulcanization is not necessary, usually at a temperature of 140°C or higher, preferably about 170 to 200°C, for about 1 to 20 minutes. Curing can be carried out, and even if post-vulcanization is carried out, the vulcanization can be carried out at a temperature of about 150 to 180° C. for about 1 to 5 hours.

As described above, the acrylic rubber composition of the present invention has excellent resistance to storage and early vulcanization due to the action of the base acrylic rubber containing active chlorine groups, the vulcanizing agent, and the vulcanizing aid. Provides a vulcanizate that exhibits stability and has good physical properties such as heat aging resistance, compression set resistance, oil resistance, weather resistance, and ozone resistance.

Next, the present invention will be explained in more detail based on production examples and examples, but the present invention is not limited to these production examples and examples.

Production Example 1 (Sheet Emulsion Polymerization) 40 parts corresponding to 10% of 400 parts of the monomer mixture (A) shown in Table 1, 6 parts of polyoxyethylene dodecyl ether, 2 parts of sodium dodecyl sulfate and 600 parts of water were added. The mixture was charged into a reaction vessel, and while the liquid temperature was maintained at 2° C. and stirred, sufficient nitrogen substitution was performed.

Next, 0.5 cumene hydroperoxide was added to this mixture.
1 part, 0.01 part of ferrous sulfate, and 0.3 part of sodium formaldehyde sulfoxylate, and as soon as the polymerization reaction started and the temperature started to rise, about 380 parts of the remaining monomer mixture (A) was added. It was added dropwise little by little over 5 hours. At this time, the temperature of the content liquid was maintained at 5° C., and the copolymerization reaction was completed by stirring for 90 minutes even after the dropwise addition was completed.

The obtained copolymer emulsion was poured into 15% saline solution at about 80°C to coagulate the copolymer to obtain a vulcanizable acrylic rubber.

100 parts of the obtained vulcanizable acrylic rubber, 1 part of stearic acid, 50 parts of HAP carbon black, 0.5 part of trithiocyanuric acid, and 2 parts of zinc dibutyldithiocarbamate were kneaded for 20 minutes with a 6-inch roll to obtain an acrylic rubber composition. (Composition Nα1) was obtained.

The obtained composition was subjected to a Mooney scorch test in accordance with JIS K 6300 r unvulcanized ffm test method. In addition, the vulcanizate obtained by press vulcanizing the composition at 180°C for 10 minutes is JIS K 63
The properties were evaluated in accordance with 01r Vulcanized Rubber Physical Test Method. The results obtained are shown in Table 2 along with the Mooney viscosity of the vulcanizable acrylic rubber. Incidentally, V cod shows the lowest viscosity. Further, a vulcanization curve for vulcanization and curing of the composition at 180° C. was prepared based on the results measured using an oscillating disc rheometer (manufactured by Toyo Seiki ■). The vulcanization curve is shown in FIG.

Production Examples 2 to 4 (Sheet Emulsion Polymerization) Same as Production Example 1 except that monomer mixture (B), (C) or CD) shown in Table 1 was used instead of monomer mixture (A). Vulcanizable acrylic rubber was manufactured using the same method as above, and acrylic rubber compositions (compositions Nα2 to 4) were prepared. The properties of the obtained composition were evaluated in the same manner as in Production Example 1. The results are shown in Table 2 and Figure 1.

Production Example 5 (Batch Emulsion Polymerization) 400 parts of the monomer mixture (A) shown in Table 1, 4 parts of polyoxyethylene dodecyl ether, 1.5 parts of sodium dodecyl sulfate, and 200 parts of water were stirred using a homomixer. The emulsified mixture was poured into a reaction vessel in which 400 parts of water had been charged in advance, and sufficient nitrogen substitution was carried out while stirring and maintaining the liquid temperature at 5°C.

Then, when 0.2 part of cumene hydroperoxide, 0.01 part of ferrous sulfate, and 0.2 part of sodium formaldehyde sulfoxylate were successively added, a polymerization reaction started and the temperature began to rise. When the temperature of the content liquid reached 30° C., the copolymerization reaction was completed by stirring for about 3 hours while maintaining the temperature.

The obtained copolymer emulsion was poured into 15% saline solution at about 80°C to coagulate the copolymer to obtain a vulcanizable acrylic rubber.

Production Example 1 except that the obtained vulcanizable acrylic rubber was used.
An acrylic rubber composition (composition NIIL5) was prepared in the same manner as
) was prepared and its properties were evaluated. The results are shown in Table 2 and
As shown in the figure.

Production Example 6 (Batch Emulsion Polymerization) Vulcanizable acrylic rubber was obtained in the same manner as Production Example 5, except that monomer mixture (C) was used instead of monomer mixture (A) shown in Table 1. .

Production Example 1 except that the obtained vulcanizable acrylic rubber was used.
An acrylic rubber composition (composition Nα6) was prepared in the same manner as above, and its properties were evaluated. The results are shown in Table 2 and Figure 2.

Production Example 7 (Suspension Polymerization) 800 parts of the monomer mixture (A) shown in Table 1 was placed in a reaction vessel containing 14 parts of partially saponified polyvinyl alcohol, 1 part of anhydrous sodium sulfate, and 1385 parts of water. Nitrogen replacement was carried out while stirring at high speed while maintaining the temperature of the content liquid at 30°C. Next, 6 parts of benzoyl peroxide was added and the temperature was gradually raised to about 6 parts.
The polymerization reaction started at 0°C and the temperature rose rapidly. When the temperature of the content liquid reached 70° C., the mixture was stirred at that temperature for about 3 hours to complete the copolymerization reaction.

The resulting copolymer mixture was washed with water and dried to obtain a vulcanizable acrylic rubber.

Production Example 1 except that the obtained vulcanizable acrylic rubber was used.
An acrylic rubber composition (Composition Hidden 7) was prepared in the same manner as above, and its properties were evaluated. The results are shown in Table 2 and Figure 2.

Production Example 8 (Suspension Polymerization) Vulcanizable acrylic rubber was obtained in the same manner as Production Example 7, except that monomer mixture (C) was used instead of monomer mixture (A) shown in Table 1. .

Production Example 1 except that the obtained vulcanizable acrylic rubber was used.
An acrylic rubber composition (composition Nα8) was prepared in the same manner as above, and its properties were evaluated. The results are shown in Table 2 and Figure 2.

[Margin below] As is clear from the results shown in Table 2, Figures 1 and 2, vulcanizable acrylic rubber obtained using monochlorovinyl acetate or chloromethylstyrene as the active chlorine group-containing monomer. When using elastomer, the composition can be changed rapidly for vulcanization, and when using the elastomer obtained by sheet emulsion polymerization formulation, t5 is large and t is small in the Mooney scorch test.Δ35-5 Snappy ( It is clear that the acrylic rubber, which has a composition exhibiting snappy vulcanization properties and is capable of rapid vulcanization used in the present invention, can be obtained by emulsion polymerization using sheet polymerization.

Examples 1 to 7 and Comparative Examples 1 to 3 100 parts of vulcanizable acrylic rubber obtained in Production Example 1, HA
F carbon black 50 parts, N-chlorohexyl-N-
Chloromethylthiobenzyl-2-sulfonamide 0.
5 parts of γ-aminopropyltriethoxysilane and 0.5 parts of γ-aminopropyltriethoxysilane and the vulcanizing agent shown in Table 3 were added on a 6-inch roll for 20 minutes.
The acrylic rubber composition (composition Nα9 to 18
), and the Mooney scorch test was conducted on the compositions immediately after preparation and after being left at room temperature for two weeks. Further, the properties of the vulcanized product obtained by vulcanizing the composition at 180° C. for 10 minutes were evaluated. Furthermore, changes in properties after being left at 175°C for 70 hours were investigated. Also, 150℃, 70 hours, 2
Compression set was examined under the condition of 5% compression. Furthermore, for Examples 1 and 2 and Comparative Examples 1 and 3, Production Example 1
A vulcanization curve was created in the same manner. The results are shown in Table 4 and Figure 3.

[Margin below] Table 4 and Figure 3 show that the acrylic rubber composition of the present invention has early vulcanization stability compared to the conventionally used composition containing a vulcanizing agent (composition No. 18). It has an excellent balance between vulcanization properties (scorch time tS) and rapid vulcanization properties (vulcanization time t), and even after being left at room temperature for two weeks, it exhibits vulcanization properties that are not much different from those of the composition immediately after preparation, and it can be stored easily. It can be seen that the stability is also excellent. In addition, by appropriately selecting the type and amount of the vulcanizing agent, it is possible to obtain a composition that has a good balance between tensile strength and elongation, has excellent heat aging resistance, and has extremely good compression set resistance. be able to.

Examples 8 to 12 and Comparative Examples 4 to 8 100 parts of vulcanizable acrylic rubber obtained in Production Example 1, 1 part of stearic acid, 50 parts of HAP carbon black, 0.7 part of trithiocyanuric acid, dibutyldithiocarbamic acid A composition was prepared by kneading 2.0 parts of zinc and the vulcanization aid shown in Table 5 for 20 minutes with a 6-inch roll.
Characteristics were evaluated in the same manner as in 7. Further, for Examples 8 and 12 and Comparative Examples 4 and 6, vulcanization curves were created in the same manner as in Production Example 1. The results are shown in Table 6 and Figure 4.

[Margins below] From the results shown in Table 6 and Figure 4, it is clear that the acrylic rubber composition of the present invention does not contain sulfonamide or phthalimide derivatives (Comparative Example 6), When using a sulfur retarder (Comparative Example 7.8)
) shows superior stability against early vulcanization. Furthermore, by using an organosilane compound, the value of t is shortened, Δ35-5 vulcanization is accelerated, and as shown in Figure 4, vulcanization starts quickly and vulcanization characteristics become flat after a certain period of time. This provides a practically preferable vulcanization composition that can be changed.

[Effects of the Invention] The acrylic rubber composition of the present invention improves the retardation of vulcanization of acrylic elastomers, which has been a problem in the past, and can shorten or omit post-vulcanization. Compression set resistance, which is a particularly important required characteristic from the viewpoint of use, has also been effectively improved. In addition, the vulcanizate obtained from the composition of the present invention has excellent properties such as heat aging resistance, compression set resistance, oil resistance, weather resistance, and ozone resistance. Used for gaskets, backings,
It can be widely used for various seals such as O-rings and oil seals, various hoses, and coating materials, as well as for various belts and rolls.

[Brief explanation of drawings]

1 and 2 are graphs showing the vulcanization curves of the compositions obtained in Production Examples 1 to 8, and FIG. 3 is a graph showing the vulcanization curves of the compositions obtained in Production Examples 1 to 8.
A graph showing the vulcanization curves of the compositions obtained in Comparative Examples 1 and 3, FIG. 4 is a graph showing the vulcanization curves of the compositions obtained in Comparative Examples 1 and 3.
It is a graph showing the vulcanization curve of the composition obtained.

Claims (1)

[Scope of Claims] 1 (A) Vulcanizable acrylic rubber containing 0.1 to 0.5% by weight of active chlorine groups obtained by sheet polymerization, (B) trithiocyanuric acid, (C) dithiocarbamic acid An acrylic rubber composition comprising a metal salt, (D) an imide derivative of a divalent organic carboxylic acid and/or an amide derivative of a monovalent organic sulfonic acid, and (E) an organosilane compound.